Stable nitrobenzene-diazonium derivatives.



UNITED STATES PATENT @FFECE.

DTTQNICHOLAS WITT. OF WESTERN), NEAR BERLIN, GERMANY, ASSIQNOE TO ACTIEN GESELLSCHAXT FilR ANILIN FABRIILATIGN, OF BERLIN. GERMANY.

1,093,567. Specification of Letters Patent, Patented Apr. 14, 1914.

No Drawing. Application filed July 17, 1913. Serial No. 779,888.

1 (,zZ/I whom mm, will w corresponding with two molecular prporlie it known that l, Orro Nioimms Wrrr, tions. The color of the liquid turns orange- :1 cuizcn of tin (lei-man Empire, residing at 1 rod and after a short time the double salt I \Vcstcnol, ucur Berlin. Gcrnmny, my post i bcgzins to settle out. Its crystals may be ollicc llllllll5 -S hcingr lillCliStlltlltlllee l0, separated from the mother-liquor by filtrasl'estcnd, nz-nr llcrliu. (lcrnmny. have in lion and brought into a commercial form by cntcal ccrtuin now and mcful lmprovcnieuts 1 \va'ishing, pressing and drying. If necessary the salt may he recrystallized from water at v in Sluhle Nil.*ohcnzcnvl iiuzoniuni Dcrivalives, of which the following is :1 specificw l 50 C. It corresponds to the formula this wel Known, thnt n itroben icne-dicui 03 0M7 1 NESOFCMH?+H,O nriililllllll snhs hurl 2m cxicnsivc application f in the dyeing and ninting of cotton good 'l'hc substance forms sillry lemon-yellow Owin o their in t bilil however, ll net-dies, solublc to the extent of about 5 per 15 mustbe freshly n'cpnrcd immcdiately beccut. in cold. vcry easily in warm water. In

fore use, by diazotizing uilrnnilin in the its solid condition this salt is not explosive prc ence of acids in large cxccss and of ice, and will stand, for a short time, tempera- Th :7 prcpcmiion requires considerable at 3 tin-cs of over 100 C. lls aqueous solution, tcntion and skill; the ncccmity of using ice which has a strictly neutral reaction, can he 20 :1 cause for i,llfil(llltl@$ and incrcnse i heated U180 t. without dccomposition.

cost, especially in suunncr and in tropical Instead of mixing the diazonium salt climates. 1 with naphthalenc sulfonic acid the diazota- Several products prepared from uitr0 tion of the niti-oanilin may be eli'ectcd in the bonzene-diazouium salts for the purposes of presence of nnphthulencsulfonic acid. If dyeing baths and printing-colors are known instead of sodium nitrite equivalent quantiaill oi which, however, are rather scnsiti'vc ties of othcr nit-rites he used. the correspondcnd most of. which show besides a strongl lug double stilts of other metals are formed,

acid reaction. The most stable of these coml which are quite analogous to the sodium salt pounds, and the only one which in its corn in their constitution and propcrties The so nierciul form has neutral reaction, is the 4. term metals includcs the equivalent in the nitrophenyl-nitrosaniin, which must how functions ammonium. 'lhc 3-nilrobenzeneever be transformed into a diazonium salt; diazonium yields :1 similar double salt. All by the addition of acids. 1 these waits rcuct easily with 2-naphthol My present invention relates to com l forming with it lhc well-known scarlet.

35 pounds, which, though still true diazoniuni i Their solutions may therefore lac used with derivatives, are stable and strictly neutrril. l or without thc addition of ncidc or neutral- They are double salts of a 11aphthnlene-sulixiug ngcnts for the preparation of dye- 'fonic acid with two bases, one of which is huths and printing-colors. They may be nitrobenZenc-dinzonium, while the other a kcpt for wccks without decomposition.

40 metal. Thcv may be produced by acting i Now, what 1 claim and desire to secure by with naphthalcneculfonic acid, equivalent f l icttcrs Pntcnt, is-- to two molecular proportions, upon 11 solution 5 1. As new products the herein described of one molecular proportion of an ordinary stable nitrobcnzene-diazonium derivatives nitrobenzcne-- diazonium salt. The double 1' consisting of double salts of a naphthalene- 45 salts obtained are not identical with the nisulfonic acid with a nitrobcnzenediazonium trohenzenc-diazonium salts, described in the 21ml :1 metal.

Letters Patent No. 582,853. 1 2. As new products the herein described Example: A solution of one molecular stable IlllIOllOIlZGl'lB-(liElZOHlUIll derivatives proportion of 4 nitrobenzenedinzonium consisting of double salts of a naphthalene- F 50 chlorid, prepared in the usual Way with the 1 sul'louic acid with a nitrobcnzenc-diazonium help of sodium nitrite and containing an exand an alkali meta cess of hydrochloric acid, 18 mixed with a 3. As new products the herein described 10? quantity of free naphthalone-Q-sulfonic acid, stable IllllObGflZ LGRQ-(llzlZOlllllIIl derivatives mnsisting of double saits of naphthiaiene-E- suifonic acid with a nitr0benzenediazonium and an alkali metal. I

4. As a new proiiuct the herein desfiriiied stable nitmbenzene-diazonium derivative consisting of the (2013MB salt; of naphtlialenw i-sulfonic acid with i-iiitrobenzelie-diammum and an alkali meiai.

consisting of the double salt of naphthaleneiLsulfumc acid with 4-111tmbenzene-diazoderivative i ossgsev nium and sodium and correspending in the formula In testimony whereof I have hereunto Setmy hand in presence of two subscribing wit- 5 messes. 5. As a new; product the herein described 3 stable nitrobenzene diazmiiuui 0'1" 0 N ICHULAS WITI. W ituersses HENRY Hiisrm,

Woman-xx HAU'T. 

